EBK GET READY FOR ORGANIC CHEMISTRY
EBK GET READY FOR ORGANIC CHEMISTRY
2nd Edition
ISBN: 9780321787989
Author: KARTY
Publisher: PEARSON CO
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Chapter 22, Problem 22.5YT
Interpretation Introduction

Interpretation:

To draw the curved arrows and name each elementary step in the given reaction and to determine which two steps make up the electrophilic aromatic substitution mechanism

Concept introduction:

This is an electrophilic aromatic substitution reaction. Al-Cl and C-Cl bonds are broken, and C-C bond is formed here. Electrophile must be cyclohexyl C+. Last step will be the electrophilic substitution while initial steps will be formation of an electrophile.

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2. Provide a clear arrow-pushing mechanism for the following reactions. Do not skip proton transfers, do not combine steps, and make sure your arrows are clear enough to be interpreted without ambiguity. a. CH3 Ph OEt هد Ph CH3 Hint: the species on the left is an ynolate, which behaves a lot like an enolate.
b. CH3 H3C CH3 CH3 H3C an unexpected product, containing a single 9- membered ring the expected product, containing two fused rings H3C-I (H3C)2CuLi an enolate
b. H3C CH3 1. 2. H3O+ H3C MgBr H3C

Chapter 22 Solutions

EBK GET READY FOR ORGANIC CHEMISTRY

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